Content reviewed and verified by Graham Chee, with FCPA-led practice at Local Knowledge, Mascot NSW. Continuous CPA Australia member since 1986. Prior career at Goldman Sachs, BNP Investment Management and Merrill Lynch.. Last reviewed July 2026. Next review scheduled for October 2026.
Navigate the new 'substance over form' era to avoid sham contracting penalties and ensure compliant B2B engagements.
The distinction between an employee and an independent contractor has always been a complex area for Australian businesses, fraught with significant compliance risks. This complexity has been further amplified by recent legislative shifts and High Court decisions, ushering in a critical change to how these relationships are assessed. For too long, many businesses relied predominantly on the written terms of a contract, often overlooking the practical realities of the engagement. This analysis on the legislative shift back to 'substance over form' following recent High Court reversals and 2024 Closing Loopholes reforms is written by Graham Chee, FCPA, CPA — Fellow of CPA Australia since November 2005, continuous CPA member since 1986, and principal of Local Knowledge. This article will unpack the implications of the new 'whole-of-relationship' test, moving beyond basic checklists to explain the critical shift from 'contract terms only' to a 'conduct-based' assessment. Readers will gain a comprehensive understanding of the legal and financial ramifications, equipping them to proactively manage their contractor engagements and minimise the risk of sham contracting penalties in 2025 and beyond. As an FCPA-led practice, Local Knowledge ensures principal sign-off on 100% of files, upholding the highest standards of professional ethics and technical expertise [CPA Code of Ethics APES 110].
For a period following the 2022 High Court decisions in Construction, Forestry, Maritime, Mining and Energy Union v Personnel Contracting Pty Ltd [2022] HCA 1 and ZG Operations Australia Pty Ltd v Jamsek [2022] HCA 2, the legal landscape for contractor classification appeared to favour a 'contract terms only' approach. These rulings suggested that where a comprehensive written contract existed, the rights and obligations stipulated within that contract would be paramount in determining the nature of the relationship, largely to the exclusion of subsequent conduct. However, this interpretation proved to be a temporary pivot. The Australian Government, responding to concerns about worker exploitation and the perceived narrowing of worker protections, swiftly moved to re-establish the 'substance over form' principle. The subsequent legislative changes, notably the Fair Work Legislation Amendment (Closing Loopholes No. 2) Act 2024, explicitly override the High Court's 2022 interpretation, mandating a return to a comprehensive assessment of the entire relationship. This means that while a written contract remains important, it is no longer the sole determinant. The practical conduct of the parties throughout the engagement now holds significant weight, reflecting a broader policy objective to ensure individuals are correctly classified and afforded appropriate entitlements, irrespective of how their initial agreement was drafted. This legislative intervention underscores the government's commitment to preventing sham contracting and protecting vulnerable workers [Fair Work Act 2009, s 15AA].
The Fair Work Legislation Amendment (Closing Loopholes No. 2) Act 2024 represents a significant legislative intervention, reshaping the legal framework for distinguishing between employees and independent contractors. Crucially, this Act amends the Fair Work Act 2009 to introduce a new statutory definition of 'employee' and 'employer' for the purposes of the Act. This new definition explicitly directs decision-makers to consider the 'real substance' of the relationship, taking into account the 'totality of the relationship' between the parties. This includes not only the terms of the contract but also the practical reality of how the relationship operates in practice. The legislation effectively nullifies the narrow 'contract terms only' approach that emerged from the High Court's 2022 decisions, ensuring that a holistic assessment is undertaken. For businesses, this means a renewed focus on the actual working arrangements, power dynamics, and economic realities of each engagement. The shift impacts a broad range of industries and business models, particularly those that heavily rely on independent contractors. Non-compliance can lead to substantial penalties, back-payment of entitlements, and reputational damage. Understanding these legislative changes is paramount for maintaining compliance and avoiding the significant risks associated with misclassification [Fair Work Act 2009, s 15AA, as amended by Closing Loopholes No. 2 Act 2024].
The new 'whole-of-relationship' test, now enshrined in legislation, demands a meticulous examination of both the written agreement and the practical conduct of the parties. This 'conduct-based' assessment moves beyond mere contractual clauses to scrutinise the operational realities. Key indicators that courts and tribunals will now consider include, but are not limited to: the level of control exercised by the principal over the worker's tasks, hours, and methods; whether the worker can delegate or subcontract tasks; the provision of tools and equipment; the ability to work for multiple clients; the invoicing and payment arrangements; and the worker's financial risk and opportunity for profit. For instance, if a contract states a worker is an independent contractor, but the principal dictates their working hours, provides all necessary equipment, and prevents them from working for competitors, the practical conduct strongly suggests an employment relationship. This holistic review aims to identify arrangements that, despite being labelled as independent contracting, function in practice as employment. Businesses must now regularly review their contractor engagements not just against the written terms but also against the day-to-day operational realities to ensure alignment and mitigate misclassification risks. This requires a deeper understanding of the common law indicators of employment, which are now firmly back in play [ATO: Employee or contractor?].
Navigating the new 'whole-of-relationship' test requires a strategic and proactive approach. Businesses must move beyond superficial assessments and embed a culture of compliance in their engagement practices. Here are practical steps to minimise sham contracting risk:
For chartered accountants, the Fair Work Legislation Amendment (Closing Loopholes No. 2) Act 2024 introduces critical considerations that extend beyond traditional tax compliance. While the ATO's 'employee or contractor' tool remains a useful guide, the legislative changes mean that accountants must now be acutely aware of the broader Fair Work Act 2009 implications. Misclassification under the Fair Work Act can lead to claims for unpaid wages, superannuation, leave entitlements, and other industrial instrument obligations, which can be substantial. Accountants advising businesses on payroll, superannuation, and tax matters must now factor in the 'whole-of-relationship' test as a primary risk assessment component. This involves not only reviewing the formal contractual arrangements but also gaining an understanding of the operational realities of their clients' contractor engagements. Proactively identifying and addressing potential sham contracting scenarios is essential to protect clients from significant financial and reputational harm. This expanded scope of responsibility requires accountants to collaborate closely with legal professionals to provide holistic advice, ensuring that clients' worker classifications are robust and compliant across all regulatory frameworks [APESB APES 220: Taxation Services].
Adopting a principal-led strategy for managing contractor classification risk is paramount in the current regulatory environment. This involves senior leadership taking direct responsibility for understanding and implementing compliant practices. At Local Knowledge, our FCPA-led approach ensures that every file receives principal sign-off, guaranteeing a rigorous and ethically sound assessment of client circumstances. This level of oversight is crucial when navigating the complexities of the 'whole-of-relationship' test. A principal-led strategy means establishing clear internal policies and procedures for engaging and managing contractors, ensuring that these policies are communicated effectively across the organisation, and regularly reviewed for effectiveness. It also involves fostering a culture where compliance is prioritised, and any ambiguities in worker classification are promptly addressed. For SMEs and founder-led businesses, this proactive approach can be the difference between sustainable growth and significant legal and financial setbacks. Engaging an experienced FCPA who understands both the tax and fair work implications can provide invaluable strategic guidance, helping businesses structure their engagements correctly from the outset and adapt to evolving legislative requirements [CPA Code of Ethics APES 110].
The primary difference lies in the emphasis. Previously, following the 2022 High Court decisions, the written terms of a comprehensive contract were often considered paramount. The new 'whole-of-relationship' test, mandated by the Fair Work Legislation Amendment (Closing Loopholes No. 2) Act 2024, explicitly shifts back to a 'substance over form' approach. This means that while the contract is still important, the practical conduct and operational reality of the engagement are now equally, if not more, critical in determining whether a worker is an employee or an independent contractor [Fair Work Act 2009, s 15AA].
The ATO defines sham contracting as misrepresenting an employment relationship as an independent contracting arrangement. This typically occurs when an employer dismisses an employee and re-engages them as a contractor to avoid employee entitlements, or when an employer pressures an employee to become an independent contractor. With the new 'whole-of-relationship' test, the ATO, in conjunction with the Fair Work Ombudsman, will assess the totality of the relationship, including the practical conduct, to determine if the arrangement is genuinely B2B or a disguised employment relationship [ATO: Sham contracting].
Penalties for sham contracting under the updated Fair Work Act 2009 can be severe. Businesses may face significant civil pecuniary penalties per contravention, with higher penalties for 'serious contraventions'. Beyond fines, businesses can be liable for back-payment of various employee entitlements, including superannuation, annual leave, personal leave, and long service leave, potentially stretching back many years. There are also potential tax implications, such as unpaid PAYG withholding and payroll tax liabilities [Fair Work Act 2009, Part 3-1].
Yes, businesses can absolutely continue to engage independent contractors. The Closing Loopholes No. 2 Act 2024 does not prohibit independent contracting; rather, it clarifies and strengthens the criteria for distinguishing genuine contractors from employees. The key is to ensure that the engagement genuinely reflects an independent contractor relationship, both in the written contract and in the practical day-to-day conduct. Businesses must proactively review and, if necessary, adjust their arrangements to comply with the new 'whole-of-relationship' test [business.gov.au: Independent contractors].
An FCPA, such as Graham Chee at Local Knowledge, can provide crucial guidance by assessing your current contractor arrangements against the new 'whole-of-relationship' test. This includes reviewing contracts, analysing operational practices, identifying potential risks related to superannuation, payroll tax, and Fair Work entitlements, and advising on compliant structuring. An FCPA's expertise ensures that your business gets its tax right and avoids significant financial and legal penalties associated with misclassification, providing a holistic financial and compliance perspective [CPA Australia: Find a CPA].
The legislative amendments of the Closing Loopholes No. 2 Act 2024 are not merely technical adjustments; they represent a fundamental shift in regulatory philosophy. Businesses can no longer afford to view contractor classification as a 'set and forget' exercise based solely on a signed document. The new 'whole-of-relationship' test demands a continuous, vigilant assessment of how work is actually performed and managed. In principal-led practice, we've seen how quickly a seemingly compliant arrangement can become a liability if the operational reality diverges from the contractual intent. This is where the value of robust internal governance and expert advisory becomes indispensable.
The evolving landscape of independent contractor classification demands expert guidance. Don't leave your business exposed to the significant penalties of sham contracting. Understanding and implementing the new 'whole-of-relationship' test is critical for compliance and peace of mind. Speak with our principal at Local Knowledge to review your current arrangements and develop a robust strategy for compliant contractor engagement.

Principal and Founder, Local Knowledge
Graham Chee is the principal and founder of Local Knowledge, an FCPA-led Australian practice that brings institutional-grade compliance, investment-structure and intellectual-property experience directly to owner-managed businesses. Graham is a Fellow of CPA Australia (FCPA since November 2005, continuous CPA member since 1986) and holds the OCEG Governance, Risk & Compliance Professional (GRCP) and Governance, Risk & Compliance Auditor (GRCA) designations. His prior career includes senior roles at Goldman Sachs, BNP Investment Management and Merrill Lynch. Graham was previously portfolio manager of the Asian Masters Fund (IPO December 2007 – 31 December 2009), which returned +29% in AUD terms versus the MSCI Asia Pacific (ex Japan) benchmark. He signs off on 100% of client files personally.
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This article provides general information only and does not constitute financial, legal, or taxation advice. Speak with us for advice specific to your situation. Every file is signed off by our principal under CPA Code of Ethics (APES 110).
Graham Chee FCPA, CPA, GRCP, GRCA · Principal, Local Knowledge · Mascot NSW · CPA-signed files